“What stood out most to us was how much due diligence Jack did before we ever got serious about a property. He wasn’t simply sending listings and asking which ones we liked. We were talking about actual revenue, expenses, comparable short-term rentals, location, permits, management, financing, and what the return looked like at different purchase prices. When something didn’t add up, he questioned it. When a listing advertised a certain amount of revenue, he wanted to see the documentation behind it. We passed on multiple properties because the numbers didn’t justify the asking price, and that ultimately helped us feel much better about the property we did purchase. Every offer felt like it was based on real information instead of hoping the property would somehow perform after closing.”
WORKING WITH JACK
Nashville STR clients.
Their words. Their experience.
Due diligence, out-of-state acquisitions, operating numbers and successful exits. Read how clients describe working with Jack on their investments, along with other reviews of The Costigan Group.
Discuss your STR goalsCLIENT REVIEWS
STR investments.
In our clients’ words.
“We specifically wanted someone who understood how to sell a short-term rental as an investment rather than treating it like a normal residential listing. Jack immediately understood how important the financial side of the property was to potential buyers. He helped organize the income information, future bookings, furniture, management history, permit information, and other details that investors were going to want to see before making an offer. He also understood how to market the property visually while still keeping the focus on its performance as a business. The entire process was organized, communication was great, and we felt like the property was being presented to the right audience from day one. His understanding of what STR investors actually care about was a major advantage when it came time to market and negotiate the sale.”
“Jack’s knowledge of short-term rentals goes far beyond what we had experienced with other real estate agents. He understands the actual business behind the property — revenue, occupancy, nightly rates, management fees, utilities, permits, guest experience, furniture, amenities, and eventually resale value. He was able to look at a property and explain both what it was doing today and where there might be opportunities to improve its performance. We appreciated that he never tried to make the numbers look better than they were. If there was an expense or risk we needed to consider, he brought it up. Everything was approached very practically and with the investment in mind. That level of knowledge made us much more comfortable with the purchase and gave us a much clearer picture of what ownership would actually look like after closing.”
“Buying an investment property from another state can be stressful, but Jack made the entire process incredibly easy. He handled everything locally and communicated with us constantly throughout the search and transaction. He reviewed income statements, spoke with listing agents, helped us understand future bookings and operating costs, coordinated inspections, and walked us through the financial side of each property we considered. His knowledge of Nashville short-term rentals was especially valuable because there were several things we never would have known to ask about on our own. He wasn’t afraid to dig into the numbers or question information provided by a seller when something didn’t look right. By the time we closed, we felt like we understood exactly what we were buying, how the property had historically performed, and why the investment made sense.”
“We came to Nashville from out of state with a pretty broad idea of what we wanted and honestly didn’t understand how complicated the short-term rental market could be. Jack broke everything down for us and helped us quickly understand which properties and areas were worth considering. He knew the regulations, different permit situations, expected revenue, management costs, and the things that actually matter when guests are choosing between properties. There were several homes we personally liked that he recommended we pass on because the investment simply didn’t make sense. That gave us a lot of confidence that he was focused on helping us buy the right property instead of simply getting a deal closed. Having someone local who actually specializes in short-term rentals made the entire process significantly easier.”
“We had been looking at short-term rentals for a while before connecting with Jack, and the difference was immediate. He understood that we weren’t just looking for a nice property — we needed something that actually made sense as an investment. He helped us analyze revenue, operating expenses, location, permits, management options, and what we could realistically expect from the property. He was also very willing to tell us when he thought something was overpriced or simply wasn’t a good investment. We ended up purchasing a property we felt extremely comfortable with and would absolutely work with Jack again.”
“Jack Costigan recently represented me in the sale of a short-term rental property in Nashville’s Germantown neighborhood. Prior to the transaction, I did not know Jack personally and interviewed him strictly based on finding the right agent for the job. As a Minnesota Realtor with 26 years of experience myself, I have very high expectations when working with agents in other markets. Jack not only met those expectations, but he also exceeded them in every respect. This was a complex transaction, and he handled every aspect of it with professionalism, strong communication, and steady guidance from start to finish. I genuinely believe the outcome would have been very different without Jack’s expertise and persistence. I highly recommend Jack and would not hesitate to work with him again. If you are considering hiring him, my advice is simple: stop looking and hire him now.”
“Jack was great to work with when I purchased my short-term rental in Nashville in October 2025. He made the entire process smooth and straightforward, from identifying the right property to navigating the details of the transaction. He was responsive, knowledgeable about the STR market, and always available to answer questions or provide guidance. I never felt pressured and always felt like he had my best interests in mind. If you’re looking for someone who understands both real estate and investment properties, I’d highly recommend working with Jack.”
“We recently sold our short-term rental investment property and specifically wanted a realtor who had extensive knowledge of the STR space. Jack absolutely delivered! He did a fantastic job guiding us through the process and made the entire experience feel easy and straightforward. We received offers quickly, and the closing process was smooth from start to finish. We were even able to complete everything remotely and close in under 30 days. If you're buying or selling an investment property and want someone who truly understands the market, we highly recommend Jack and The Costigan Group.”
“Jack was great, and shortly after vetting a few agents, specializing in STRs, I knew he was the guy. Weeks after we met, he helped us secure an off-the-market property and provided every resource we would need along the way. Jack's the man!”
“I highly recommend working with Jack! If you are looking for an investment property, he knows all the rules on what qualifies as a short-term rental and will not steer you wrong! Jack is very well informed, thoughtful, and a genuinely nice guy.”
“Jack and his team are amazing to work with. They know the market and can truly act as a trusted advisor, and not just someone to help get a transaction completed. I was buying some investment properties in Nashville, and Jack became someone that I relied on for advice and help, both for things in Nashville as well as outside that market. And the best part of the process is that we became friends outside of the real estate deals and still talk and get together. A true partner in real estate that can be trusted fully. No need to look anywhere else!”
“Wonderful working with Jack and his team. They were extremely efficient, and I felt like I was in good hands the entire time.”
“Jack was a pleasure to work with. He was always quick to respond and help with any questions I had.”
“Had an incredible experience with Jack. Extremely knowledgeable and resourceful. It was a very smooth process.”
“Jack was outstanding. After being traded to Nashville, he truly showed me everything about buying a home.”
Clients’ own words, published on The Costigan Group’s website. Individual experiences and results vary.
YOUR NEXT STR DECISION
Bring the property.
Bring the questions.
Considering an acquisition or preparing to sell? Start with the address, your timeline and what you want the investment to accomplish. Jack will help identify the work that comes next.